Frank (b. 1848; died 1850) Edward (b. 1849; died 1907) Winnie L. (b. 1851; died 1866) Charles (b. 1855; died 1856) Harry (b. 1856; died 1877) Madge (b. 1861; died 1877) William O. (b. 1862; died 1941) Mary Jane (Berger) (b. 1864; died 1899) Susy (b. 1867; died 1868)
Born in Norwich, Connecticut, to Orrin and Catherine Sholes, he worked for a time in Pennsylvania and learned printing. In 1836, he moved to Green Bay, in the Wisconsin Territory and published his own paper, the Green Bay Wisconsin Democrat. He was also a publisher of the first newspaper in Madison, the Wisconsin Enquirer. While in Green Bay, he first entered politics, serving as a Democrat in the lower chamber of the Wisconsin Territorial Assembly during the first and second sessions (1837-1840).
In 1840, he moved his plant and paper to Kenosha, then known as "Southport", and renamed the paper the Telegraph. In Kenosha, his brother Christopher Latham Sholes managed the paper, and eventually purchased the business from Charles.
In 1843, he foreclosed a lien on the Wisconsin Enquirer and moved that company to Milwaukee, where the paper was renamed the Milwaukee Democrat. That same year, however, Sholes stopped production of that paper and began publishing a new paper called the American Freeman, affiliated with the abolitionistLiberty Party. Sholes was managing editor of that paper until 1846.[3]
In 1847, Sholes returned to Kenosha and made his home there. He was elected Mayor of Kenosha, serving from 1852 to 1856. And was elected as a Republican to represent Kenosha in the Wisconsin State Assembly for 1855, he was also chosen as Speaker of the Assembly that year. Later that year, he was the Republican nominee for Lieutenant Governor of Wisconsin, but was defeated by Democrat Arthur MacArthur, Sr., who went on to briefly serve as Governor due to a controversy over election fraud in the gubernatorial election.
Along with Zalmon G. Simmons, he was the founder of the Wisconsin State Telegraph Company, and in 1855 he became president of that company.